GB1374918A - Radiography opacifier - Google Patents
Radiography opacifierInfo
- Publication number
- GB1374918A GB1374918A GB1051572A GB1051572A GB1374918A GB 1374918 A GB1374918 A GB 1374918A GB 1051572 A GB1051572 A GB 1051572A GB 1051572 A GB1051572 A GB 1051572A GB 1374918 A GB1374918 A GB 1374918A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methylcarbamyl
- compounds
- triiodo
- formula
- acetylcarboxymethylamino
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000003605 opacifier Substances 0.000 title abstract 2
- 238000002601 radiography Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 6
- IXTVXAPJKWFFFV-UHFFFAOYSA-N 2-[N-acetyl-2,4,6-triiodo-3,5-bis(methylcarbamoyl)anilino]acetic acid Chemical compound IC1=C(C(=C(C(=C1N(C(C)=O)CC(=O)O)I)C(NC)=O)I)C(NC)=O IXTVXAPJKWFFFV-UHFFFAOYSA-N 0.000 abstract 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001408 amides Chemical group 0.000 abstract 2
- PRDCEDLCGYFMMN-UHFFFAOYSA-N 3-[(2-acetamido-2-oxoethyl)amino]-2,4,6-triiodo-5-(methylcarbamoyl)benzoic acid Chemical compound C(C)(=O)NC(=O)CNC=1C(=C(C(=O)O)C(=C(C1I)C(NC)=O)I)I PRDCEDLCGYFMMN-UHFFFAOYSA-N 0.000 abstract 1
- YORQOARJAIJIOY-UHFFFAOYSA-N 3-[acetyl(carboxymethyl)amino]-2,4,6-triiodo-5-(methylcarbamoyl)benzoic acid Chemical compound C(C)(=O)N(C=1C(=C(C(=O)O)C(=C(C1I)C(NC)=O)I)I)CC(=O)O YORQOARJAIJIOY-UHFFFAOYSA-N 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 abstract 1
- MBBZMMPHUWSWHV-BDVNFPICSA-N N-methylglucamine Chemical class CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO MBBZMMPHUWSWHV-BDVNFPICSA-N 0.000 abstract 1
- LUTSRLYCMSCGCS-BWOMAWGNSA-N [(3s,8r,9s,10r,13s)-10,13-dimethyl-17-oxo-1,2,3,4,7,8,9,11,12,16-decahydrocyclopenta[a]phenanthren-3-yl] acetate Chemical compound C([C@@H]12)C[C@]3(C)C(=O)CC=C3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)C)C1 LUTSRLYCMSCGCS-BWOMAWGNSA-N 0.000 abstract 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 abstract 1
- 239000012346 acetyl chloride Substances 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 238000002583 angiography Methods 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 150000001555 benzenes Chemical class 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N ethyl formate Chemical compound CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 238000002347 injection Methods 0.000 abstract 1
- 239000007924 injection Substances 0.000 abstract 1
- 150000004702 methyl esters Chemical class 0.000 abstract 1
- 238000009608 myelography Methods 0.000 abstract 1
- -1 organic base salts Chemical class 0.000 abstract 1
- 239000003755 preservative agent Substances 0.000 abstract 1
- 230000005855 radiation Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 238000007487 urography Methods 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/04—X-ray contrast preparations
- A61K49/0433—X-ray contrast preparations containing an organic halogenated X-ray contrast-enhancing agent
Landscapes
- Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
Abstract
1374918 Triiodinated amide substituted benzenes LABORATORIES ANDRE GUERBET 7 March 1972 [7 April 1971] 10515/72 Heading C2C [Also in Division A5] The invention comprises compounds of the formula in which R 1 is an alkylene radical, R 2 and R 3 are alkyl radicals, X is OH or NH 2 , Y is OH or -NHR 4 , R 4 being an alkyl group, and ammonium, alkali metal, alkaline earth metal or organic base salts thereof. The compounds are prepared by reacting an amide of formula with a halogenated compound of formula wherein Z is halogen optionally in a solvent. It is preferred that alkyl and alkylene groups have 1-6 carbon atoms and the preferred salts of compounds of Formula I are the methylglucamine salts. Exemplified compounds are 3 - (N - acetylcarboxymethylamino) - 2,4, 6- triiodo - 5 - (N - methylcarbamyl) - benzoic acid, 3 - (N - acetylcarbamyl methylamino)- 2,4,6 - triiodo - 5 - (N - methylcarbamyl)- benzoic acid and 2,4,6-triiodo-1,5-di-(N- methylcarbamyl) - 3 - (N - acetylcarboxymethylamino)-benzene. 2,4,6 - Truodo - 3,5 - di - (N - methylcarbamyl)-acetanilide is prepared from the corresponding aniline by reaction with acetyl chloride and is subsequently reacted with bromoacetic acid to form the methyl ester of 2,4,6-triiodo-1,5- di - (N - methylcarbamyl) - 3 - (N - acetylcarboxymethylamino)benzene. The compounds of the invention are of value as radiation opacifiers in Urography, Angiography and Myelography. and may be applied as aqueous solutions, optionally together with preservatives, after adjustment to pH 7, by intravascular injection or by the oral or retrograde routes.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7112285A FR2132530B1 (en) | 1971-04-07 | 1971-04-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1374918A true GB1374918A (en) | 1974-11-20 |
Family
ID=9074907
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1051572A Expired GB1374918A (en) | 1971-04-07 | 1972-03-07 | Radiography opacifier |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE2216627C3 (en) |
| FR (1) | FR2132530B1 (en) |
| GB (1) | GB1374918A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6610885B1 (en) | 1996-08-29 | 2003-08-26 | Amersham Health As | Process for the preparation of contrast agents |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2541676A1 (en) * | 1983-02-25 | 1984-08-31 | Guerbet Sa | NON-IONIC COMPOUNDS HAVING IOWED OR BROMINATED BENZENIC STRUCTURES AND OPACIFYING PRODUCTS CONTAINING SAME |
| GB9618055D0 (en) * | 1996-08-29 | 1996-10-09 | Nycomed Imaging As | Process |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3346630A (en) * | 1963-10-07 | 1967-10-10 | Mallinckrodt Chemical Works | Triiodinated benzoic acids |
| GB1275745A (en) * | 1968-06-10 | 1972-05-24 | Nyegaard & Co As | 2,4,6-triiodobenzoic acid derivatives and their use as x-ray contrast agents |
-
1971
- 1971-04-07 FR FR7112285A patent/FR2132530B1/fr not_active Expired
-
1972
- 1972-03-07 GB GB1051572A patent/GB1374918A/en not_active Expired
- 1972-04-06 DE DE19722216627 patent/DE2216627C3/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6610885B1 (en) | 1996-08-29 | 2003-08-26 | Amersham Health As | Process for the preparation of contrast agents |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2132530B1 (en) | 1974-08-02 |
| DE2216627B2 (en) | 1975-02-27 |
| DE2216627A1 (en) | 1972-10-19 |
| FR2132530A1 (en) | 1972-11-24 |
| DE2216627C3 (en) | 1975-10-09 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |